4,4,5,5-Tetramethyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,2-dioxaborolane → HCID 67249967, compound

HRID 2175114Notes

Reaction equation

HRID 2175114 reaction equation
Br[C:2]1[N:7]=[C:6]([N:8]2[CH2:14][CH2:13][CH2:12][CH:11]([NH:15][CH2:16][CH2:17][OH:18])[CH2:10][CH2:9]2)[CH:5]=[CH:4][CH:3]=1.CC1(C)C(C)(C)OB([C:27]2[CH:36]=[CH:35][C:34]3[C:33]([CH3:38])([CH3:37])[CH2:32][CH2:31][C:30]([CH3:40])([CH3:39])[C:29]=3[CH:28]=2)O1>>[CH3:37][C:33]1([CH3:38])[CH2:32][CH2:31][C:30]([CH3:40])([CH3:39])[C:29]2[CH:28]=[C:27]([C:2]3[N:7]=[C:6]([N:8]4[CH2:14][CH2:13][CH2:12][CH:11]([NH:15][CH2:16][CH2:17][OH:18])[CH2:10][CH2:9]4)[CH:5]=[CH:4][CH:3]=3)[CH:36]=[CH:35][C:34]1=2

Participants

3

Reactant 2

HCID 112439294,4,5,5-Tetramethyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,2-dioxaborolaneHCID 77231000HCID 77231000, compound

Product 1

HCID 67249967HCID 67249967, compound

Procedure

The preparation is carried out analogously to FS102 starting from 79 mg (0.245 mmol) of 2-[1-(6-bromopyridin-2-yl)azepan-4-ylamino]ethanol and 96 mg (0.257 mmol) of 4,4,5,5-tetramethyl-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,2-dioxaborolane. The product is purified by means of preparative HPLC and converted into the hydrochloride using methanolic HCl.

Workup

  1. customThe product is purified by means of preparative HPLC

Sources & evidence

ORD record
ord-5bf4fbf6a99b48769bc8d200746070cb
Source dataset
uspto-grants-2015_06
Patent number
US09062015B2

Reaction notes

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